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Issue 0, 1987
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A regiocontrolled synthesis of allylstannanes

Abstract

β-Stannyl ester enolates react with aldehydes with fairly high stereoselectivity, the isomeric enolates (4) and (2) respectively giving as major products the allyl hydroxy-stannylbutanoates (6) and (7) with opposite aldol relative stereochemistry. These aldols can be converted stereospecifically (steric and reactivity effects allowing) into the allylstannanes (13) and (14). The cis allylstannane (14aa) is stable to isomerisation in non-polar solvents.

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Article type: Paper
DOI: 10.1039/P19870002259
J. Chem. Soc., Perkin Trans. 1, 1987, 2259-2264

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    A regiocontrolled synthesis of allylstannanes

    I. Fleming and M. Rowley, J. Chem. Soc., Perkin Trans. 1, 1987, 2259
    DOI: 10.1039/P19870002259

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